CN103487420B - A kind of method preparing microcapsule pH sensor - Google Patents
A kind of method preparing microcapsule pH sensor Download PDFInfo
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- CN103487420B CN103487420B CN201310460148.9A CN201310460148A CN103487420B CN 103487420 B CN103487420 B CN 103487420B CN 201310460148 A CN201310460148 A CN 201310460148A CN 103487420 B CN103487420 B CN 103487420B
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Abstract
The invention discloses a kind of method preparing microcapsule pH sensor.Under the polyelectrolyte existence of side chain with amino, be assembled into aggregation by itself and the electrostatic interaction of multivalent anions salt, after its Surface coating Nano particles of silicon dioxide, form capsule shell with silicic acid process, obtain microcapsules.Be dispersed in the damping fluid of the pH sensitive fluorescence dye containing isothiocyanate group and the pH inert fluorescent dyestuff as reference; Vibration or magnetic agitation a period of time after, dye molecule marks on polyelectrolyte; After eccentric cleaning, obtain microcapsule pH sensor.Preparation method of the present invention is simple and efficient, material source is extensive, and production efficiency is high, and the microcapsules obtained are owing to being marked with the fluorescent dye of the fluorescent dye of pH sensitivity and the pH inertia as reference simultaneously, have the advantages that the pH of local environment to be produced to response, have good application prospect.
Description
Technical field
The present invention relates to a kind of method preparing microcapsule pH sensor.Especially the method utilizing luminescent dye molecule directly to mark cyst wall to prepare microcapsule pH sensor.
Background technology
H
+the vital movement of ion pair biosome plays important regulating and controlling effect, and the generation of some biological phenomenas is often along with H in cell
+the change of ion concentration, as the cell death of Cell Differentiation and sequencing.Therefore on individual cell level, the measurement of pH has very important significance to the explanation of life mechanism and the prediction of disease pathology.
Microcapsules are the materials keeping apart space in capsule and the capsule external space to be formed particular geometric configuration by film forming matter.The preparation method of microcapsules is a lot, wherein, utilize the electrostatic interaction of the polyelectrolyte of positively charged and multivalent anions salt solusion to assemble and obtain aggregation, and be a kind of preparation method of comparatively novelty with the technology path of silicic acid process formation capsule shell after its Surface coating Nano particles of silicon dioxide, there is the advantages such as preparation method is simple, size adjustable.The shape of microcapsules, based on spherical structure, also can be oval, square or rectangular, polygon and various irregularly shaped.Microcapsules have very important application in food, medicine, cosmetics, bioengineering and organizational project.
Microcapsules have many good qualities as pH sensor: on the one hand because the cyst wall of microcapsules has semi-permeable diaphragm character, and micromolecular analysis thing can freely then can not be through through, macromolecular substances (as protein); Therefore can protect dye molecule, avoid intracellular protein adheres to affect its fluorescence property, also can reduce the murder by poisoning of dye molecule to cell simultaneously.On the other hand, the fluorescent dye of pH sensitivity and the fluorescent dye of pH inertia can be embedded into the inner or covalent labeling of microcapsules on cyst wall simultaneously, thus realize ratio fluorescent measurement, avoid (the unevenness of fluorescent dye embedding and mark of some uncertain factors in testing, the uncertainty of fluorescent dye concentration, the fluctuation of excitation source) impact, make measurement more accurate.
First the glucosan that luminescent dye molecule marks is embedded in template particles by the preparation method of common microcapsule pH sensor, and removes template after its surface-assembled multilayer film, thus the dye molecule of single pH sensitivity is embedded in microcapsules inside.But this preparation method exists expensive starting materials, the low and shortcoming that pH dynamic testing range is narrower of utilization ratio, the cyst wall step preparing microcapsules especially by layer assembly is more, and need to expend the more time, these shortcomings limit its promotion and application.
Summary of the invention
The object of this invention is to provide a kind of method utilizing luminescent dye molecule directly to mark cyst wall simply and rapidly to prepare microcapsule pH sensor.
The method preparing microcapsule pH sensor of the present invention, comprises the following steps:
1) under ultrasound condition, be 2mg/mL side chain by multivalent anions salt solusion and concentration with amino polyelectrolyte solution by volume 2.5:1 Hybrid assembling become aggregation, multivalent anions salt with whole negative charge be 10:1 with the ratio of the amino positive changes of polyelectrolyte, ultrasonic time 10 seconds, then leaves standstill 1 ~ 30 minute;
2) mass concentration adding pH 3.5 in the solution obtained to step 1) under ultrasound condition is the Nano particles of silicon dioxide solution of 1.2 %, the volume ratio of the polyelectrolyte solution of side chain band amino used in Nano particles of silicon dioxide solution and step 1) is 2.5:1, within ultrasonic 20 seconds, leave standstill 2 hours afterwards, obtain Nano particles of silicon dioxide and be coated on the outer field microsphere suspension liquid of aggregation;
3) by ethyl orthosilicate, pure water with 0.1mol/L hydrochloric acid by volume for 1.2:97.8:1 mixes, the volume ratio of the polyelectrolyte solution of side chain band amino used in ethyl orthosilicate hydrochloric acid solution and step 1) is 2.5:1, obtain the hydrochloric acid solution of ethyl orthosilicate, this solution left standstill was joined step 2 after 1 hour) in the suspending liquid of microballoon that obtains, stirring makes silicic acid be deposited in the silicon dioxide granule layer of microsphere surface gradually, centrifugal water cyclic washing removes the silicate solution do not deposited, and obtains the microcapsules with hollow structure;
4) get the microcapsules of step 3) gained, be dispersed in the NaHCO of pH 9.4
3/ Na
2cO
3in damping fluid, add the fluorescent dye of the fluorescent dye of pH sensitivity and the pH inertia as reference, the mass ratio of the fluorescent dye of pH sensitivity and the fluorescent dye of pH inertia is 1:1 ~ 1:3, and stirring reaction is centrifugal washing after 12 hours, obtains microcapsule pH sensor.
In the present invention, described multivalent anions salt solusion is sodium hydrogen phosphate, trisodium citrate or tetrasodium ethylenediamine tetraacetate; Described side chain is PAH (PAH), polylysine (PLL) or polyethyleneimine (PEI) with the polyelectrolyte of amino; The fluorescent dye of described pH sensitivity is one in fluorescein isothiocynate (FITC) and isothiocyanic acid Oregon green (OGITC) or two kinds; The fluorescent dye of pH inertia is isothiocyanic acid tetramethylrhodamine (RITC).
Principle of the present invention is: polyelectrolyte with side chain band amino molten at multivalent anions salt assembles the Surface coating Nano particles of silicon dioxide of the aggregation formed by electrostatic interaction, aggregation is made no longer to continue agglomeration, make it be deposited in the silicon dioxide granule layer of microsphere surface with silicic acid process afterwards and make its cyst wall Stability Analysis of Structures, after cleaning, the polyelectrolyte of microballoon inner band amino is discharged by aliquot replacement due to multivalent anions repeatedly, and obtaining within the scope of wide pH can the microcapsules with hollow structure of stable existence.In the process, the amino polyelectrolyte of part dissociates gradually with multivalent anions salt and is combined with electronegative Nano particles of silicon dioxide, is doped in the capsule shell of Nano particles of silicon dioxide formation.The fluorescent dye of band isothiocyanate group is added in the damping fluid of the microcapsules of the amino polyelectrolyte of doping, by the reaction of amino and isothiocyanate group by the fluorescent dye of the fluorescent dye of pH sensitivity and pH inertia with tense marker on the amino polyelectrolyte be entrained in Nano particles of silicon dioxide shell, the fluorescent dye of pH sensitivity and the fluorescent dye imparting microcapsules pH sensing capabilities as the pH inertia of reference, accurately can reflect the pH of surrounding environment.
Beneficial effect of the present invention is:
Present invention process process is simple, and preparation speed is fast, and controllability is good, and capsule size is adjustable, and material source is extensive, is suitable for a large amount of preparations of microcapsules; Utilize the polyelectrolyte reaction in-situ with adulterating in the dye molecule of reactive group and microcapsules, conservation and the ratio of different fluorescence molecule control by rate of charge, the microcapsules obtained are due to the fluorescent dye of the fluorescent dye and pH inertia that marked pH sensitivity simultaneously, can measure pH value more exactly by ratio fluorescent method, the impact by environmental factor is less.
Accompanying drawing explanation
Fig. 1 is trisodium citrate (Na
3cit) and the aggregation that formed of PAH leave standstill 2 minutes rear surface coated silica nano particles, with after silicic acid process and marked the microcapsules (FITC-RITC-PAH-2-Na of FITC and RITC binary fluorescent dye
3cit-Silica NPs-Silicic acid, below abbreviation represent identical meanings) stereoscan photograph.
Fig. 2 is the FITC-RITC-PAH-2-Na after ultra-thin section
3the transmission electron microscope photo of Cit-Silica NPs-Silicic acid microcapsules.
Fig. 3 is FITC-RITC-PAH-2-Na
3it is Laser Scanning Confocal Microscope photo (superposition of FITC and RITC passage) in the buffer solution of 5 that Cit-Silica NPs-Silicic acid microcapsules are dispersed in pH.
Fig. 4 is FITC-RITC-PAH-2-Na
3it is Laser Scanning Confocal Microscope photo (superposition of FITC and RITC passage) in the buffer solution of 7.3 that Cit-Silica NPs-Silicic acid microcapsules are dispersed in pH.
Fig. 5 marked FITC, the FITC-OGITC-RITC-PAH-2-Na of OGITC and RITC ternary dyestuff
3it is Laser Scanning Confocal Microscope photo (superposition of FITC, OGITC and RITC passage) in the buffer solution of 5.0 that Cit-Silica NPs-Silicic acid microcapsules are dispersed in pH.
Fig. 6 is FITC-OGITC-RITC-PAH-2-Na
3it is Laser Scanning Confocal Microscope photo (superposition of FITC, OGITC and RITC passage) in the buffer solution of 7.9 that Cit-Silica NPs-Silicic acid microcapsules are dispersed in pH.
Fig. 7 is FITC-RITC-PAH-2-Na
3the fluorescence spectrum figure of Cit-Silica NPs-Silicic acid microcapsules in different pH buffer.
Fig. 8 marked FITC, the FITC-OGITC-RITC-PAH-2-Na of OGITC and RITC ternary dyestuff
3the fluorescence spectrum figure of Cit-Silica NPs-Silicic acid microcapsules in different pH buffer.
Fig. 9 is FITC-RITC-PAH-2-Na
3the fluorescence spectrum figure of Cit-Silica NPs-Silicic acid microcapsules in different pH buffer (different from the fluorescent dye addition of Fig. 7).
The aggregation that Figure 10 is formed leaves standstill the FITC-OGITC-RITC-PAH-5-Na of the ternary dye marker of preparation after 5 minutes
3the fluorescence spectrum figure of Cit-Silica NPs-Silicic acid microcapsules in different pH buffer.
Figure 11 is FITC-RITC-PAH-2-Na
3the pH calibration curve of Cit-Silica NPs-Silicic acid microcapsules in different pH buffer.
Figure 12 marked FITC, the FITC-OGITC-RITC-PAH-2-Na of OGITC and RITC ternary dyestuff
3the pH calibration curve of Cit-Silica NPs-Silicic acid microcapsules in different pH buffer.
Figure 13 is FITC-RITC-PAH-2-Na
3the pH calibration curve of Cit-Silica NPs-Silicic acid microcapsules in different pH buffer (different from the fluorescent dye addition of Figure 11).
Figure 14 is the FITC-OGITC-RITC-PAH-5-Na that the aggregation formed leaves standstill the ternary dye marker of preparation after 5 minutes
3the pH calibration curve of Cit-Silica NPs-Silicic acid microcapsules in different pH buffer.
Embodiment
Further illustrate the present invention below in conjunction with example, but these examples are not used for limiting the present invention.
Embodiment 1
1) by Na
3cit and PAH is made into the aqueous solution of 2.833mol/L and 2mg/mL respectively; Get 25mL Na
3cit solution, adds 10mL PAH solution under ultrasound condition, ultrasonic time 10 seconds, by solution left standstill 2 minutes after ultrasonic end;
2) 25mL Nano particles of silicon dioxide solution (mass concentration 1.2 %, pH=3.5) is added, ultrasonic 20 seconds in the solution obtained to step 1) under ultrasound condition, by solution left standstill 2 hours after ultrasonic end; Obtain Nano particles of silicon dioxide and be coated on the outer field microsphere suspension liquid of aggregation;
3) 0.31mL TEOS is got, 24.44mL pure water, leave standstill after 0.25mL hydrochloric acid (0.1mol/L) mixing, leave standstill after 1h and join step 2) in the suspending liquid of microballoon that obtains, stirs 30 minutes, standing a period of time after stirring, by solution centrifugal, wash 3 times, be distributed in 4mL water, obtain the microcapsules with hollow structure;
4) get the solution containing microcapsules that 1mL step 3) obtains, be placed in the beaker of 50mL, add the NaHCO of 30mL pH=9.4
3/ Na
2cO
3damping fluid, adds 33 μ L FITC(1mg/mL), 92 μ L RITC(1mg/mL), then magnetic stirrer over night; By microcapsules pure water several, remove unreacted fluorescent dye, obtain FITC-RITC-PAH-2-Na
3cit-Silica NPs-Silicic acid microcapsule pH sensor, its dried stereoscan photograph Fig. 1; Transmission electron microscope photo after ultra-thin section is shown in Fig. 2; Being dispersed in pH is that Fig. 3 (superposition of FITC and RITC passage) is shown in by the Laser Scanning Confocal Microscope photo of microcapsule pH sensor in the buffer solution of 5; Being dispersed in pH is that Fig. 4 (superposition of FITC and RITC passage) is shown in by the Laser Scanning Confocal Microscope photo of microcapsule pH sensor in the buffer solution of 7.3; The fluorescence spectrum figure of this microcapsule pH sensor in the buffer solution of different pH value is shown in Fig. 7; Figure 11 is seen according to the pH value calibration curve that the ratio calculation of 525nm place in fluorogram and 585nm place fluorescence intensity obtains.
Embodiment 2
Step is with example 1, but in step 4), add 33 μ L FITC(1mg/mL), 36 μ L OGITC(1mg/mL), 92 μ L RITC(1mg/mL), the microcapsule pH sensor finally obtained is that Fig. 5 (superposition of FITC and RITC passage) is shown in by the burnt photo of copolymerization in the buffer solution of 5.02 at pH; Be that Fig. 6 (superposition of FITC and RITC passage) is shown in by the burnt photo of copolymerization in the buffer solution of 7.86 at pH; The fluorescence spectrum figure of this microcapsule pH sensor in the buffer solution of different pH value is shown in Fig. 8; Figure 12 is seen according to the pH value calibration curve that the ratio calculation of 525nm place in fluorogram and 585nm place fluorescence intensity obtains.
Embodiment 3
Step with example 1, but adds 66 μ L FITC(1mg/mL in step 4)), 184 μ L RITC(1mg/mL).The fluorescence spectrum figure of this microcapsule pH sensor in the buffer solution of different pH value is shown in Fig. 9; Figure 13 is seen according to the pH value calibration curve that the ratio calculation of 525nm place in fluorogram and 585nm place fluorescence intensity obtains.
Embodiment 4
Step is with example 1, but time of repose is 25 minutes in step 1); 57 μ L FITC(1mg/mL are added in step 4)), 67 μ L OGITC(1mg/mL), 130 μ L RITC(1mg/mL) and, obtain FITC-OGITC-RITC-PAH-5-Na
3cit-Silica NPs-Silicic acid microcapsules.The fluorescence spectrum figure of this microcapsule pH sensor in different pH buffer is shown in Figure 10; Figure 14 is seen according to the pH value calibration curve that the ratio calculation of 525nm place in fluorogram and 585nm place fluorescence intensity obtains.
Claims (4)
1. prepare a method for microcapsule pH sensor, in preparation process, add the fluorescent dye of the fluorescent dye of pH sensitivity and the pH inertia as reference, it is characterized in that concrete steps are as follows:
1) under ultrasound condition, be 2mg/mL side chain by multivalent anions salt solusion and concentration with amino polyelectrolyte solution by volume 2.5:1 Hybrid assembling become aggregation, multivalent anions salt with whole negative charge be 10:1 with the ratio of the amino positive changes of polyelectrolyte, ultrasonic time 10 seconds, then leaves standstill 1 ~ 30 minute;
2) mass concentration adding pH 3.5 in the solution obtained to step 1) under ultrasound condition is the Nano particles of silicon dioxide solution of 1.2 %, the volume ratio of the polyelectrolyte solution of side chain band amino used in Nano particles of silicon dioxide solution and step 1) is 2.5:1, within ultrasonic 20 seconds, leave standstill 2 hours afterwards, obtain Nano particles of silicon dioxide and be coated on the outer field microsphere suspension liquid of aggregation;
3) by ethyl orthosilicate, pure water with 0.1mol/L hydrochloric acid by volume for 1.2:97.8:1 mixes, the volume ratio of the polyelectrolyte solution of side chain band amino used in ethyl orthosilicate hydrochloric acid solution and step 1) is 2.5:1, obtain the hydrochloric acid solution of ethyl orthosilicate, this solution left standstill was joined step 2 after 1 hour) in the suspending liquid of microballoon that obtains, stirring makes silicic acid be deposited in the silicon dioxide granule layer of microsphere surface gradually, centrifugal water cyclic washing removes the silicate solution do not deposited, and obtains the microcapsules with hollow structure;
4) get the microcapsules of step 3) gained, be dispersed in the NaHCO of pH 9.4
3/ Na
2cO
3in damping fluid, add the fluorescent dye of the fluorescent dye of pH sensitivity and the pH inertia as reference, the mass ratio of the fluorescent dye of pH sensitivity and the fluorescent dye of pH inertia is 1:1 ~ 1:3, and stirring reaction is centrifugal washing after 12 hours, obtains microcapsule pH sensor.
2. the method preparing microcapsule pH sensor according to claim 1, is characterized in that described multivalent anions salt solusion is sodium hydrogen phosphate, trisodium citrate or tetrasodium ethylenediamine tetraacetate.
3. the method preparing microcapsule pH sensor according to claim 1, is characterized in that described side chain is PAH, polylysine or polyethyleneimine with the polyelectrolyte of amino.
4. the method preparing microcapsule pH sensor according to claim 1, it is characterized in that the fluorescent dye of described pH sensitivity be fluorescein isothiocynate and isothiocyanic acid Oregon green in one or two kinds; The fluorescent dye of said pH inertia is isothiocyanic acid tetramethylrhodamine.
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| GB9900298D0 (en) * | 1999-01-07 | 1999-02-24 | Medical Res Council | Optical sorting method |
| CN102830104A (en) * | 2012-08-29 | 2012-12-19 | 浙江大学 | Method of preparing microcapsule pH (Potential Of Hydrogen) sensor |
| CN103163131A (en) * | 2013-04-07 | 2013-06-19 | 青岛大学 | Quick test paper for organic phosphorus and carbamic acid ester type pesticide residues |
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9900298D0 (en) * | 1999-01-07 | 1999-02-24 | Medical Res Council | Optical sorting method |
| CN102830104A (en) * | 2012-08-29 | 2012-12-19 | 浙江大学 | Method of preparing microcapsule pH (Potential Of Hydrogen) sensor |
| CN103163131A (en) * | 2013-04-07 | 2013-06-19 | 青岛大学 | Quick test paper for organic phosphorus and carbamic acid ester type pesticide residues |
Non-Patent Citations (3)
| Title |
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| 《nanoparticle self-assembly of hierarchically ordered microcapsule structures》;rohit k.et al;《advanced materials》;20051231(第17期);1145-1150 * |
| 《以 Pickering 乳液为模板制备中空微胶囊》;刘国鹏;《齐鲁师范学院学报》;20130630;第28卷(第3期);140-146 * |
| 郭生伟等.《界面接枝聚合制备有机/无机核壳粒子及聚合物微胶囊》.《化工新型材料》.2011,第39卷(第11期), * |
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